Total synthesis of Laurencenone B:
| Reference: | White, D. E.; Stewart, I. C.; Grubbs, R. H.; Stoltz, B. M. J. Am. Chem. Soc. 2008, 130, 810–811. DOI |
| Reactions: | Li-R → Ce-R • RCM → Ring-C • Cyclohexene • Spiro(55) • Ketone → EnolEther • ConjAdd Enolate • Enone enolate+Enone • Wittig-methyl • Ketone → EnolCarbonate • Pd-enolate allylation (asym) • Tsuji-Trost allylation • Stork-Danheiser • Ce-Me+Enone • Enone-β-OR+Li-R • Ketone → Ketone-α-Halo • Ketone → Alkyl-OH • |
| Reagents: | TsOH • LiNiPr2 • Methyl vinyl ketone • PPh3=CH2 • KOtBu • LiNiPr2 • TMEDA • O=C(OR)Cl • Grubbs-Hoveyda • Me-Li • CeCl3 • HCl, H2O • Br2 • HBr • AlHiBu2 • Chiral catalyst (phosphine) • Pd(dmdba)2 • |